Tepidopterin, 1-O-(L-threo-biopterin-2'-yl)-beta-N-acetylglucosamine from Chlorobium tepidum.
A novel pterin compound, designated as tepidopterin, was detected from a thermophilic photosynthetic green sulphur bacterium, Chlorobium tepidum. The amount of tepidopterin inside the cell was estimated to be 2-5 micromol g(-1) dry weight of cell. This compound was purified through a high performance liquid chromatography using preparative DeltaPak C18 column. This compound was characterized by chromatographic behavior and by absorption and fluorescence properties. Its structure was determined to be 1-O-(L-threo-biopterin-2'-yl)-beta-N-acetylglucosamine by 1D- and 2D-NMR spectroscopy, mass spectrometry and CD. The relative amount of tetrahydrotepidopterin was estimated to be 96.7% inside the cell, that of dihydrotepidopterin 2.9%, and that of fully oxidized tepidopterin 0.4%. The amount of tepidopterin within the cell increased continuously until the beginning of the stationary phase of the cell growth.
Cho
S H
SH
Department of Microbiology, College of Natural Sciences, and Research Center for Molecular Microbiology, Seoul National University, South Korea.
Na
J U
JU
Youn
H
H
Hwang
C S
CS
Lee
C H
CH
Kang
S O
SO
D000117:Acetylglucosamine / Q000031:analogs & derivatives*; D000118:Acetylglucosaminidase / Q000378:metabolism; D001708:Biopterins / Q000031:analogs & derivatives* / Q000737:chemistry; D002455:Cell Division / Q000502:physiology; D019414:Chlorobi / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D002942:Circular Dichroism; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011622:Pterins / Q000032:analysis* / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism; D013050:Spectrometry, Fluorescence; D013053:Spectrophotometry
D011622:Pterins; C110868:tepidopterin; D001708:Biopterins; D000118:Acetylglucosaminidase; D000117:Acetylglucosamine